14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Base Information

Chemical Name:14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one
CAS No.:919082-42-1
Molecular Formula:C₃₃H₂₉NO₁₀
Molecular Weight:599.594
Hs Code.:

Synonyms:14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

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Chemical Property of 14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

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Technology Process of 14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

There total 13 articles about 14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 75-36-5
acetyl chloride

: 149355-76-0
14-(3,4-dimethoxyphenyl)-3,11-dihydroxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

: 919082-42-1
14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo061810h

Reference yield:

: 919082-36-3
ethyl 8-(benzyloxy)-2-(2,4-bis(benzyloxy)-5-methoxyphenyl)-1-(3,4-dimethoxyphenyl)-9-methoxy-5,6-dihydropyrrolo[2,1-a]-isoquinoline-3-carboxylate

: 919082-42-1
14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C / 3878.61 Torr

2: sodium hydride / tetrahydrofuran / 0 - 20 °C

3: dmap; triethylamine / dichloromethane / 4 h / 20 °C

With dmap; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo061810h

Reference yield:

: 621-59-0
isovanillin

: 919082-42-1
14-(3,4-dimethoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Guidance literature:: Multi-step reaction with 9 steps

1: potassium carbonate / acetone / 6 h / Heating

2: acetic acid; ethylenediamine / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 20 °C

4: sodium carbonate / dichloromethane; water / 2 h / 20 °C

5: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C

6: sodium hydrogencarbonate / acetonitrile / 18 h / Heating

7: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C / 3878.61 Torr

8: sodium hydride / tetrahydrofuran / 0 - 20 °C

9: dmap; triethylamine / dichloromethane / 4 h / 20 °C

With dmap; lithium aluminium tetrahydride; hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; acetic acid; ethylenediamine; triethylamine; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; 2: Knoevenagel reaction / 5: Bischler-Napieralski reaction;
DOI:10.1021/jo061810h